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内酯类

内酯类化合物是一类含有环状结构的化合物,通常通过一个碳氧双键将两个羟基连接在一个四元、五元或六元的内环中形成。这类化合物广泛存在于自然界中,并且在有机化学、化学化工以及生物医药领域有着重要的应用价值。

内酯的分类
  1. 按环大小划分:根据内酯环的大小,可以将其分为四元、五元和六元内酯。
  2. 按碳原子数划分:依据组成内酯的碳原子数量不同,可进一步划分为二、三、四等碳链长度不同的内酯。
结构特征
  • 内酯结构中通常包含一个或多个环状氧基团。其独特的环状结构使得它们在水溶液中能够以开环形式存在。
  • 在生物体内,某些内酯通过酶的催化作用可实现快速转化,在药物设计和研究领域具有重要应用价值。
应用
  1. 医药领域:许多抗生素、抗真菌药及抗癌药物都含有内酯结构。例如,四环素类抗生素就含有五元或六元内酯。
  2. 工业化学:内酯作为重要的化工原料,在合成树脂、塑料和涂料等领域有着广泛应用。
  3. 分析化学与生物传感器:利用内酯的可逆开环性质进行分析检测;通过构建特定识别分子对提高生物传感系统的特异性。
生物活性
  • 内酯化合物通常具有一定的药理活性,如抗炎、抗菌等作用。这与其独特的空间构象和极性有关。
  • 在细胞信号传导过程中,内酯的环开裂或闭合可以影响特定蛋白质之间的相互作用。

总之,内酯作为一种重要的化学结构单元,在多个领域发挥着不可替代的作用。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (4R)-4-(3-oxobutyl)oxetan-2-one —— C7H10O3
(4R)-4-(3-oxobutyl)oxetan-2-one
—— ethyl (3R,5R)-2-oxo-5-phenyloxolane-3-carboxylate —— C13H14O4
ethyl (3R,5R)-2-oxo-5-phenyloxolane-3-carboxylate
—— 2-[(2R,4S)-4-hydroxy-6-oxooxan-2-yl]acetonitrile —— C7H9NO3
2-[(2R,4S)-4-hydroxy-6-oxooxan-2-yl]acetonitrile
—— 2-[(2S,4S)-4-hydroxy-6-oxooxan-2-yl]acetonitrile —— C7H9NO3
2-[(2S,4S)-4-hydroxy-6-oxooxan-2-yl]acetonitrile
—— (4R)-3,3-dichloro-4-(chloromethyl)oxolan-2-one —— C5H5Cl3O2
(4R)-3,3-dichloro-4-(chloromethyl)oxolan-2-one
—— (3S,5R)-3-acetyl-5-phenyloxolan-2-one —— C12H12O3
(3S,5R)-3-acetyl-5-phenyloxolan-2-one
—— (3S,5S)-3-acetyl-5-phenyloxolan-2-one —— C12H12O3
(3S,5S)-3-acetyl-5-phenyloxolan-2-one
—— (3R,5S)-3-acetyl-5-phenyloxolan-2-one —— C12H12O3
(3R,5S)-3-acetyl-5-phenyloxolan-2-one
—— (3R,5R)-3-acetyl-5-phenyloxolan-2-one —— C12H12O3
(3R,5R)-3-acetyl-5-phenyloxolan-2-one
—— 6-Isopropenyl-3-methyloxepan-2-one —— C10H16O2
6-Isopropenyl-3-methyloxepan-2-one
—— N-benzyl-N,4,7,7-tetramethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H23NO3
N-benzyl-N,4,7,7-tetramethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-benzyl-N-(2-cyanoethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C20H24N2O3
N-benzyl-N-(2-cyanoethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-[2-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]ethyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C22H32N2O6
4,7,7-trimethyl-3-oxo-N-[2-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]ethyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(1-phenylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H22N2O3
4,7,7-trimethyl-3-oxo-N-(1-phenylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-N-[1-(4-methylphenyl)ethylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C19H24N2O3
4,7,7-trimethyl-N-[1-(4-methylphenyl)ethylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(thiophen-2-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C15H18N2O3S
4,7,7-trimethyl-3-oxo-N-(thiophen-2-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-(furan-2-ylmethylideneamino)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C15H18N2O4
N-(furan-2-ylmethylideneamino)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(1-pyridin-2-ylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H21N3O3
4,7,7-trimethyl-3-oxo-N-(1-pyridin-2-ylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[1-(furan-2-yl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H20N2O4
N-[1-(furan-2-yl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H19N3O3
4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[1-(4-chlorophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H21ClN2O3
N-[1-(4-chlorophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[1-(4-fluorophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H21FN2O3
N-[1-(4-fluorophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[(4-fluorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H19FN2O3
N-[(4-fluorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(pyridin-4-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H19N3O3
4,7,7-trimethyl-3-oxo-N-(pyridin-4-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-N-[(4-methylphenyl)methylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H22N2O3
4,7,7-trimethyl-N-[(4-methylphenyl)methylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(pyridin-2-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H19N3O3
4,7,7-trimethyl-3-oxo-N-(pyridin-2-ylmethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[(4-bromophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H19BrN2O3
N-[(4-bromophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-(benzylideneamino)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H20N2O3
N-(benzylideneamino)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[(4-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H19ClN2O3
N-[(4-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[2-(cyclohexen-1-yl)ethyl]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H27NO3
N-[2-(cyclohexen-1-yl)ethyl]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N,N-bis(2-methoxyethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H27NO5
N,N-bis(2-methoxyethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(2-piperidin-1-ylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H28N2O3
4,7,7-trimethyl-3-oxo-N-(2-piperidin-1-ylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-hexadecyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C26H47NO3
N-hexadecyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 1,2,2,3-Tetramethyl-6-oxabicyclo[3.2.0]heptan-7-one —— C10H16O2
1,2,2,3-Tetramethyl-6-oxabicyclo[3.2.0]heptan-7-one
—— (2-Oxooxolan-3-yl) 3-bromoadamantane-1-carboxylate —— C15H19BrO4
(2-Oxooxolan-3-yl) 3-bromoadamantane-1-carboxylate
—— α,α-bis(3,5,5-trimethyl-6-phenyl-2,4-dioxo-2,3,5,6-tetrahydropyran-3-yl)-p-xylene —— C36H38O6
α,α-bis(3,5,5-trimethyl-6-phenyl-2,4-dioxo-2,3,5,6-tetrahydropyran-3-yl)-p-xylene
—— 3-[1-(hexylamino)ethylidene]-5-methyloxolane-2,4-dione —— C13H21NO3
3-[1-(hexylamino)ethylidene]-5-methyloxolane-2,4-dione
—— [1-(5,5-Dimethyl-2-oxooxolan-3-yl)prop-1-en-2-ylamino]thiourea —— C10H17N3O2S
[1-(5,5-Dimethyl-2-oxooxolan-3-yl)prop-1-en-2-ylamino]thiourea
—— [3-(5,5-Dimethyl-2-oxooxolan-3-yl)prop-1-en-2-ylamino]thiourea —— C10H17N3O2S
[3-(5,5-Dimethyl-2-oxooxolan-3-yl)prop-1-en-2-ylamino]thiourea
—— 5-methyl-3-[(1H-1,2,4-triazol-5-ylamino)methylidene]oxolan-2-one —— C8H10N4O2
5-methyl-3-[(1H-1,2,4-triazol-5-ylamino)methylidene]oxolan-2-one
—— (3R,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one —— C6H9FO4
(3R,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one
—— (3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one —— C6H9FO4
(3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one
—— 3-[1-(butylamino)ethylidene]oxolane-2,4-dione —— C10H15NO3
3-[1-(butylamino)ethylidene]oxolane-2,4-dione
—— 7-(Hydroxymethyl)-2-iodo-4-oxatricyclo[4.4.0.03,8]decan-5-one —— C10H13IO3
7-(Hydroxymethyl)-2-iodo-4-oxatricyclo[4.4.0.03,8]decan-5-one
—— 3-Bromo-3,5,5-trimethyl-dihydro-furan-2-one —— C7H11BrO2
3-Bromo-3,5,5-trimethyl-dihydro-furan-2-one
—— (3aR,4R,6R,6aS,9bS)-4-Hydroxy-6,9-dimethyl-3-methylene-3a,4,5,6,6a,7-hexahydroazuleno[4,5-b]furan-2,8(3H,9bH)-dione —— C15H18O4
(3aR,4R,6R,6aS,9bS)-4-Hydroxy-6,9-dimethyl-3-methylene-3a,4,5,6,6a,7-hexahydroazuleno[4,5-b]furan-2,8(3H,9bH)-dione
—— (1S,4R)-N-[(E)-(2-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H19ClN2O3
(1S,4R)-N-[(E)-(2-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,7S,8S,8AR)-1,2,3,7,8,8A-Hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-HY droxy-6-oxo-2H-pyran-2-YL]ethyl]-1-naphthalenol —— C18H26O4
(1S,7S,8S,8AR)-1,2,3,7,8,8A-Hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-HY droxy-6-oxo-2H-pyran-2-YL]ethyl]-1-naphthalenol
—— ethyl (4S)-2-oxo-1-oxaspiro[4.4]nonane-4-carboxylate —— C11H16O4
ethyl (4S)-2-oxo-1-oxaspiro[4.4]nonane-4-carboxylate
—— 10-(Hydroxymethyl)-2-iodo-4-oxatricyclo[4.3.1.03,7]decan-5-one —— C10H13IO3
10-(Hydroxymethyl)-2-iodo-4-oxatricyclo[4.3.1.03,7]decan-5-one